JP6918543B2 - Topical skin preparations or cosmetic compositions - Google Patents

Description

The present invention relates to an external preparation for skin or a cosmetic composition, and more particularly to an external preparation for skin or a cosmetic composition having an excellent cooling sensation-sustaining effect.

The external preparation for skin or cosmetics contains a cooling sensation agent for the purpose of giving a refreshing sensation to the skin and scalp. For example, in order to suppress hot flashes on the skin after sunburn and to give a refreshing feeling after use, a cooling sensation agent such as menthol is used in lotions, shampoos, hair tonics and the like.

However, the cooling sensation effect of such a cooling sensation agent generally diminishes in a short time and is poor in sustainability. Therefore, a formulation study has been conducted for the purpose of improving the sustainability of the cooling sensation imparting effect. For example, Patent Document 1 describes that the combined use of a cooling sensation agent and a cationic surfactant enhances the cooling sensation effect and its sustainability. Further, in Patent Document 2, a cooling sensation agent and a surfactant to be combined with a specific polyhydric alcohol are studied, and when a nonionic surfactant is used, a cooling sensation is not exhibited, whereas a cationic surfactant is exhibited. It has been shown that the use of the agent enhances the cooling effect and also improves its persistence.

On the other hand, monoglyceride of fatty acid such as glyceryl caprylate has been conventionally used as a nonionic surfactant or an antibacterial agent, and it is disclosed that it is used as a biofilm inhibitor formed by microorganisms, for example. (Patent Document 3). However, so far, the action on the cooling sensation agent has not been reported.

JP-A-2002-114649 Japanese Unexamined Patent Publication No. 2013-136532 Japanese Unexamined Patent Publication No. 2013-245187

An object of the present invention is to provide a skin external preparation or a cosmetic composition having an excellent effect of sustaining a cooling sensation.

As a result of diligent research to solve the above problems, the present inventors have suppressed the decrease in cooling sensation over time after application by combining fatty acid monoglyceride with a cooling sensation agent in a specific ratio, resulting in cooling. We have found that the sustainability of the feeling effect is improved, and have completed the present invention.

That is, the present invention describes the following components (A) and (B);
(A) Monoglyceride of fatty acid having 6 to 12 carbon atoms (B) Skin containing a cooling sensation agent and having a mass ratio (A) / (B) of 0.4 to 3 of components (A) and (B). It is an external preparation or a cosmetic composition.

The external preparation for skin or the cosmetic composition of the present invention is capable of imparting a cooling sensation and maintaining its effect for a long period of time.

The external preparation for skin or cosmetic composition of the present invention contains (A) a fatty acid monoglyceride having 6 to 12 carbon atoms and (B) a cooling sensation agent as essential components.

Component (A) The monoglyceride of a fatty acid having 6 to 12 carbon atoms is a monoester of glycerin and a fatty acid. The constituent fatty acids are saturated or unsaturated fatty acids having 6 to 12 carbon atoms, and examples thereof include caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecylic acid, and lauric acid. Specific examples of the component (A) include glyceryl caproate, glyceryl caprylate, glyceryl caprate, glyceryl undecylenate, glyceryl laurate, and the like, and one or more of these can be used. Of these, those using fatty acids having 8 to 11 carbon atoms as constituent fatty acids are more preferable from the viewpoint of maintaining a cooling sensation.

Ingredient (B) As a cooling sensation agent, l-menthol, dl-camfur, menthyl lactate, monomentyl succinate, menthinglycerin acetal, 3-l-mentoxypropane-1,2-diol, menthinglyserine ether, spirantol, mint. Examples include oil, peppermint oil, thymol, menthol acetate, isopregol, cineole, bornethiol, thymol, and other derivatives and relatives, and one or more of these can be used. Of these, l-menthol, dl-camphor, and menthyl lactate are preferable, and l-menthol is particularly preferable, from the viewpoint of the effect of sustaining a cooling sensation.

The content of the component (A) in the external preparation for skin or the cosmetic composition of the present invention is not particularly limited, but is 0.0001 to 3% by mass (hereinafter referred to as "%") from the viewpoint of maintaining a cooling sensation. Is preferable, more preferably 0.001 to 2%, still more preferably 0.01 to 1.5%. The content of the component (B) is also not particularly limited, but is preferably 0.0001 to 2%, more preferably 0.0005 to 1%, still more preferably 0.001 to 0. It is 5%. The content mass ratio (A) / (B) of the component (A) to the component (B) is 0.4 to 3. When (A) / (B) is smaller than 0.4 and when it exceeds 3, the cooling sensation sustaining effect is not excellent. Further, from the viewpoint of the effect of sustaining a cooling sensation, the values of (A) / (B) are more preferably 0.4 to 1.8, further preferably 0.5 to 1.5, and particularly preferably 0.8 to 1.2. preferable.

The skin external preparation or cosmetic composition of the present invention preferably further contains the component (C) thickener from the viewpoint of maintaining a cooling sensation and formulation stability. The thickener is not particularly limited, but is a synthetic polymer such as carbomer, acrylates / alkyl acrylate (C10-30) crosspolymer, polyvinyl alcohol, acrylate / alkyl methacrylate copolymer, polyacrylic acid, polyacrylamide, etc. , Xanthan gum, carrageenan, guar gum, locust bean gum, celluloses, agar, agarose, alkaligenes-producing polysaccharides, and other natural polymers are exemplified, and one or more of these can be used. Among these, carbomer, acrylates / alkyl acrylate (C10-30) crosspolymer, alkaligenes-producing polysaccharide, and xanthan gum are preferable from the viewpoint of maintaining a cooling sensation, and carbomer and acrylates / alkyl acrylate (C10-30) crosspolymer are particularly preferable. Is preferable.

The content of the component (C) in the external preparation for skin or the cosmetic composition of the present invention is not particularly limited, but is preferably 0.001 to 3%, more preferably 0.005 to 2, from the viewpoint of maintaining a cooling sensation. %, More preferably 0.01 to 1.5%.

The external preparation for skin or the cosmetic composition of the present invention preferably further contains the aqueous component (D) from the viewpoint of a cooling sensation lasting effect and formulation stability. The aqueous component may be any component soluble in water, and in addition to water, for example, monohydric alcohol such as ethanol, propylene glycol, 1,3-butylene glycol, dipropylene glycol, polyethylene glycol, glycerin. , Polyhydric alcohols such as diglycerin and polyglycerin, and plant extracts such as aloe vera, lavender and rose can be exemplified. Of these, water, ethanol and polyhydric alcohols are preferable. Among the polyhydric alcohols, 1,3-butylene glycol, dipropylene glycol, glycerin and propylene glycol are preferable, and 1,3-butylene glycol and dipropylene glycol are more preferable. The content of water in the external preparation for skin or cosmetic composition is preferably 20 to 90%, more preferably 30 to 85%, still more preferably 40 to 80%. The content of the polyhydric alcohol is preferably 1 to 50%, more preferably 3 to 40%, and further preferably 5 to 30%. The ethanol content is preferably 1 to 60%, more preferably 1 to 50%, and even more preferably 1 to 40%.

In addition to the above ingredients, the external preparation for skin or cosmetic composition of the present invention may appropriately contain, if necessary, ingredients usually used for external preparation for skin or cosmetic, as long as the effects of the present invention are not impaired. Examples of such optional components include oily components, powders, surfactants, aqueous components, ultraviolet absorbers, antioxidants, beauty components, moisturizers, fragrances and the like.

Oily components include hydrocarbons, fats and oils, waxes, hardened oils, esters, regardless of the properties of solid oils, semi-solid oils, liquid oils, volatile oils, etc. originating from animal oils, vegetable oils, synthetic oils, etc. Examples thereof include oils, fatty acids, silicone oils, fluorine-based oils, lanolin derivatives, oil-based gelling agents and the like. Specifically, hydrocarbons such as liquid paraffin, squalane, vaseline, polyethylene wax, ethylene / propylene copolymer, paraffin wax, montan wax, polyisobutylene, polybutene, ceresin wax, and ozokelite wax, mokurou, olive oil, and castor oil. , Mink oil, oils and fats such as macadamian nut oil, waxes such as beeswax, gay wax, carnauba wax, candelilla wax, jojoba oil, glyceryl trioctanoate, glyceryl tribechenate, cetyl 2-ethylhexaneate, isopropyl myristate , Isopropyl palmitate, octyldodecyl myristate, pentaerythricyl tetraisostearate, pentaerythrityl rosinoate, neopentyl glycol dioctanoate, cholesterol fatty acid ester, phytosterol fatty acid ester, triglyceride, diisostearyl malate, tridecyl trimeritate, etc. Esters, stearic acid, lauric acid, myristic acid, behenic acid, isostearic acid, fatty acids such as oleic acid, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, trimethylsiloxysilicicane , Highly polymerizable methylphenylpolysiloxane, crosslinked polyether-modified methylpolysiloxane, oleyl-modified organopolysiloxane, behenyl-modified organopolysiloxane, high-polymerization degree dimethylpolysiloxane, alkoxy-modified organopolysiloxane, fluorine-modified organopolysiloxane, etc. Fluoroxanes such as silicones, perfluorodecane, perfluorooctane, and perfluoropolyether, lanolin derivatives such as lanolin, lanolin acetate, lanolin fatty acid isopropyl, and lanolin alcohol, sucrose fatty acid ester, dextrin fatty acid ester, starch fatty acid ester, Examples thereof include oil-based gelling agents such as aluminum isostearate and 12-hydroxystearic acid, and one or more of these can be used.

As the powder, if it is a powder that is generally used as a powder for external use on the skin or cosmetics, it has a spherical, plate-like, needle-like shape, a smoke atom, fine particles, a pigment grade, or the like. It is not particularly limited by the particle structure such as porous and non-porous, and is not particularly limited, for example, inorganic powders, glittering powders, organic powders, pigment powders, metal powders, composite powders and the like. Can be used. More specifically, white inorganic pigments such as titanium oxide, zinc oxide, cerium oxide, barium sulfate, iron oxide, carbon black, titanium / titanium oxide sintered body, chromium oxide, chromium hydroxide, dark blue, ultramarine, etc. Colored inorganic pigments, talc, white mica, gold mica, red mica, black mica, synthetic mica, silk mica (serisite), synthetic serisite, kaolin, silicon carbide, bentonite, smectite, silicic anhydride, aluminum oxide, oxidation White constitution powders such as magnesium, zirconium oxide, antimony oxide, silicate soil, aluminum silicate, aluminum magnesium metasilicate, calcium silicate, barium silicate, magnesium silicate, calcium carbonate, magnesium carbonate, hydroxyapatite, boron nitride, etc. , Oxychloride bismuth, fish scale foil, polyethylene terephthalate / aluminum / epoxy laminated powder, polyethylene terephthalate / polyolefin laminated film powder, polyethylene terephthalate / polymethylmethacrylate laminated film powder, and other bright powders, polyamide resin, polyethylene resin, poly Acrylic resin, polyester resin, fluorine resin, cellulose resin, polystyrene resin, copolymer resin such as styrene-acrylic copolymer resin, organic polymer resin powder such as polypropylene resin, urethane resin, zinc stearate, Organic low molecular weight powders such as N-acyllysine, natural organic powders such as silk powder and cellulose powder, organic pigment powders such as fibers such as rayon and nylon, or metal powders such as aluminum powder, gold powder and silver powder. Examples thereof include composite powders such as fine particle titanium oxide-coated mica titanium, fine particle zinc oxide-coated mica titanium, barium sulfate-coated mica titanium, titanium oxide-containing silicon dioxide, and zinc oxide-containing silicon dioxide, and these powders are one or two of them. More than seeds can be used, and more complex ones may be used.

As the surfactant, any of the surfactants generally used for external skin or cosmetics can be used, and nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants can be used. Examples include surfactants. For example, esters such as glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid ester, sorbitol fatty acid ester, and sulfate fatty acid ester, and alkylene glycol adducts thereof other than the component (A), and polyoxyalkylene alkyl co-modification. Nonionic surfactants such as silicones and polyether-modified silicones, fatty acids such as stearic acid and lauric acid and salts thereof, anionic surfactants such as polyoxyethylene alkyl ether sulfates and polyoxyethylene alkyl ether phosphates. , Alkylamine salts, polyamine and alkanolamine fatty acid derivatives, cationic surfactants such as alkyl quaternary ammonium salts, and amphoteric surfactants such as amino acid type, sulfate ester type, sulfonic acid type, phosphoric acid ester type, and lecithin. Be done.

Examples of the ultraviolet absorber include benzophenone-based, PABA-based, cinnamic acid-based, salicylic acid-based, 4-tert-butyl-4'-methoxydibenzoylmethane, oxybenzone and the like. Examples of antioxidants include α-tocopherol, ascorbic acid, etc., cosmetic ingredients include, for example, vitamins, anti-inflammatory agents, crude drugs, etc., and preservatives include, for example, paraoxybenzoic acid ester, phenoxyethanol, 1,2-pentadiol and the like. Be done.

The skin external preparation or cosmetic composition of the present invention can be prepared by mixing the above components (A) and (B) with any component used as necessary according to a conventional method. The dosage form of the external preparation for skin or the cosmetic composition of the present invention is not particularly limited, and may be any of water-based, solubilized type, oil-in-water type, water-in-oil type and the like. In the case of an aqueous, solubilized or oil-in-water dosage form, the range of the content mass ratio (A) / (B) of the above components (A) and (B) is 0.4 from the viewpoint of formulation stability. It is preferably ~ 1.8, more preferably 0.5 to 1.5, and even more preferably 0.8 to 1.2. Various properties such as liquid, gel, paste, cream, and solid can be taken. In addition, as product forms, skin cosmetic compositions such as lotion, milky lotion, beauty liquid, face wash foam, face wash cream, sunscreen, hand cream, makeup base, foundation, shampoo, conditioner, hair conditioner, hair mist, hair It can be used as a cosmetic composition for hair such as cream, hair essence, and hair wax.

Since the skin external preparation or cosmetic composition of the present invention thus obtained is excellent in the effect of sustaining a cooling sensation, it can be used as a skin external preparation or cosmetic composition for imparting a cooling sensation.

Hereinafter, the present invention will be described in detail with reference to examples and the like, but the present invention is not limited thereto.

Examples 1-11
The lotion (solubilized type) of the formulation shown in Table 1 below was prepared according to the following production method. For each lotion, the cooling sensation lasting effect was evaluated by the following method. The results are also shown in Table 1.

(Production method)
A: Ingredients (1) to (13) are uniformly mixed.
B: Ingredients (14) to (19) are uniformly mixed.
C: A was added to B and mixed uniformly to obtain a lotion.

(Evaluation method of cooling sensation lasting effect)
A usage test was conducted by 15 specialized panels. 3 ml of each sample was placed on the inside of the upper arm, and 10 minutes later, the cooling sensation was evaluated by sensory evaluation. Based on the number of people who felt cold for a long time, the judgment was made according to the following criteria.
<Criteria>
◎: 9 or more people who felt a persistent cold sensation ○: 7 or more and 8 or less people who felt a persistent cold sensation △: 3 or more and 6 people who felt a persistent cold sensation Below ×: 2 or less people who felt a persistent cold feeling

Comparative Examples 1-11
The lotions of the formulations shown in Table 2 below were prepared in the same manner as in Examples 1 to 11, and the cooling sensation lasting effect was evaluated. The results are also shown in Table 2.

As shown in Tables 1 and 2, the lotions of the examples in which the cooling sensation agent (A) and the fatty acid monoglyceride (B) were used in combination at a predetermined ratio still felt cold even after 10 minutes had passed after application. Was maintained. On the other hand, (A) / (B) is about 0.3 or 4 (Comparative Examples 4 and 5), and other nonionic surfactants, cationic surfactants or oils are used instead of glyceryl caprylate. (Comparative Examples 6 to 11) showed almost no improvement in the cooling sensation sustaining effect as compared with the cooling sensitizer alone (Comparative Example 2).

Test Example 1
Stability test:
Stability tests were conducted on the lotions of Examples 1 and 8 to 9 and Comparative Examples 4 and 5 by the following methods. The results are shown in Table 3.

(Stability evaluation method)
Each sample was placed in a transparent glass container, sealed, stored in a constant temperature bath (5 ° C.) for 1 month, and then the transmittance was measured to evaluate the non-uniformity of the composition (degree of poor stability over time). As a measuring device, a spectrophotometer (measurement wavelength: 700 nm, spectrophotometer GeneQuant 100 & 1300, manufactured by GE Healthcare Japan Co., Ltd.) was used. A disposel (material: PMMA, product number: BRA-759081D, manufactured by BrandTech) was used, and the measurement temperature was 25 ° C.

The lotions of Examples 1 and 8 to 9 maintained high transparency even after storage at a low temperature and showed good stability as compared with Comparative Examples 4 and 5.

<Example 12: Toner>
(Ingredient) (%)
1.1,3-butylene glycol 10
2. Glycerin 8
3. 3. Ethanol 20
4. l-Menthol 0.05
5. Glyceryl caprylate 0.05
6. Xanthan gum 0.1
7. Hyaluronate Na 0.01
8. Hydrolyzed collagen 0.01
9. Citric acid 0.1
10. Sodium lactate 0.1
11. Fragrance 0.05
12. Remaining amount of purified water

(Production method)
A: Ingredients (1) to (5) are uniformly mixed.
B: Ingredients (6) to (12) were added to A and mixed uniformly to obtain a lotion.

The lotion of Example 12 had good stability and had a high cooling sensation-sustaining effect.

<Example 13: Shampoo>
(Ingredient) (%)
1. 1. Remaining amount of purified water 2. Cocoyl methyl taurine Na 3.9
3. 3. Cocamidopropyl Betaine 3.9
4. Sodium Laureth Sulfate 3.5
5. Olefin (C14-16) Sulfonic Acid 3.0
6. Na benzoate 0.5
7. Sodium cocoamphoacetate 2.0
8.1,3-butylene glycol 0.1
9. Citric acid 0.5
10. EDTA-2Na 0.1
11. Polyquaternium-10 0.5
12. Na chloride 0.5
13. l-menthol 0.5
14. dl-camphor 0.5
15. Glyceryl caprylate 0.5
16. Ethanol 3.0
17. Fragrance 0.5

(Production method)
A: Ingredients (1) to (12) are uniformly mixed.
B: Ingredients (13) to (17) are uniformly mixed.
C: B was added to A and mixed uniformly to obtain a shampoo.

The shampoo of Example 13 had good stability and a high cooling sensation lasting effect.

<Example 14: Aerosol type emulsion>
(Ingredient) (%)
1. 1. Purified water remaining amount 2.1,3-butylene glycol 15
3. 3. Glycerin 7.7
4. Sucrose laurate 3.5
5. EDTA-2Na 0.01
6. Cetearyl alcohol 1.0
7. Behenyl alcohol 1.0
8. Polyglyceryl oleate-10 1.2
9. Polysorbate 80 1.0
10. Squalene 1.0
11. Ethanol 0.1
12. l-Menthol 0.05
13. Glyceryl caprylate 0.05
14. Fragrance 0.3

(Production method)
A: Ingredients (1) to (5) are uniformly heated and mixed.
B: Ingredients (6) to (10) are uniformly mixed.
C: Add A and B and emulsify.
D: To C cooled to 40 ° C., uniformly mixed components (11) to (14) are added.
E: An aerosol container was filled and carbon dioxide gas was sealed to obtain an aerosol-type emulsion.

The aerosol-type emulsion of Example 14 had good stability and a high cooling sensation-sustaining effect.

<Example 15: Base cosmetic>
(Ingredient) (%)
1. 1. PEG-80 hydrogenated castor oil 0.4
2.1,3-butylene glycol 12
3. 3. Methylparaben 0.1
4. Remaining amount of purified water 5. (Sodium acrylate / Acryloyl dimethyl taurine sodium)
Copolymer dispersion (Note 4) 1.5
6.2- [4- (diethylamino) -2-hydroxybenzoyl] benzoic acid hexyl ester 4
7. Methylpolysiloxane (6cs (25 ° C)) 2.5
8. Decamethylcyclopentasiloxane 3
9. Triethoxycaprylylsilane (3%) coated fine particle zinc oxide 6
10. (Vinyl Dimethicone / Lauryl Dimethicone) Cross Polymer 0.5
11. Polyhydroxystearic acid 0.1
12. Ethylhexyl methoxycinnamate 7.5
13. Ethanol 5
14. l-Menthol 0.05
15. Glyceryl caprylate 0.05
(Note 4) SIMULGEL EG (manufactured by SEPPIC)

(Production method)
A: Ingredients (1) to (5) are uniformly heated and mixed.
B: Ingredients (6) to (8) are uniformly heated and mixed.
C: Ingredients (9) to (12) are dispersed and treated with a three-roll mill.
D: Add A and B and emulsify.
E: To D cooled to 40 ° C., C and the components (13) to (15) uniformly mixed were added to obtain a base cosmetic.
(result)
The base cosmetic of Example 15 had good stability and a high cooling sensation lasting effect.

Since the cosmetic composition of the present invention has an excellent cooling sensation-sustaining effect, it can be suitably used for cosmetics and the like that impart a refreshing sensation such as a lotion.

Claims (4)

The following components (A) to (C) ;
(A) Monoglyceride of fatty acid with 8 to 11 carbon atoms (B) Cooling sensitizer ( C) Group consisting of carbomer, alkaligenes-producing polysaccharide and xanthan gum
Skin containing one or more thickeners selected from the above and having a mass ratio (A) / (B) of components (A) to (B) of 0.4 to 3. External preparation or cosmetic composition. The skin external preparation or cosmetic composition according to claim 1, wherein the component (B) is one or more selected from the group consisting of l-menthol, menthol lactate and dl-camphor. Further, the following component (D);
(D) The skin external preparation or cosmetic composition according to claim 1 or 2, which contains an aqueous component. The skin external preparation or cosmetic composition according to any one of claims 1 to 3 , which is used for imparting a cooling sensation.